Crystal structure of 6-de-oxy-α-l-psico-furan-ose

Akihide Yoshihara; Tomohiko Ishii; Tatsuya Kamakura; Hiroaki Taguchi; Kazuhiro Fukada

doi:10.1107/S2056989015022215

Crystal structure of 6-de-oxy-α-l-psico-furan-ose

Acta Crystallogr E Crystallogr Commun. 2015 Nov 28;71(Pt 12):o993-4. doi: 10.1107/S2056989015022215. eCollection 2015 Dec 1.

Authors

Akihide Yoshihara¹, Tomohiko Ishii², Tatsuya Kamakura², Hiroaki Taguchi², Kazuhiro Fukada³

Affiliations

¹ Rare Sugar Research Center, Kagawa University, 2393 Ikenobe, Kagawa 761-0795, Japan.
² Department of Advanced Materials Science, Faculty of Engineering, Kagawa University, 2217-20 Hayashi-cho, Takamatsu, Kagawa 761-0396, Japan.
³ Department of Applied Biological Science, Faculty of Agriculture, Kagawa University, 2393 Ikenobe, Kagawa 761-0795, Japan.

Abstract

The title compound, C6H12O5, was crystallized from an aqueous solution of 6-de-oxy-l-psicose (6-de-oxy-l-allulose, (3S,4S,5S)-1,3,4,5-tetra-hydroxy-hexan-2-one), and the mol-ecule was confirmed as α-furan-ose with a (3) T 4 (or E 4) conformation, which is a predominant tautomer in solution. This five-membered furan-ose ring structure is the second example in the field of the 6-de-oxy-ketohexose family. The cell volume of the title compound [742.67 (7) Å(3), Z = 4 at room temperature] is only 1.4% smaller than that of β-d-psico-pyran-ose, C6H12O6 (753.056 Å(3), Z = 4 at room temperature).

Keywords: crystal structure; deoxy compound; hydrogen bonding; rare sugar.